3678 Imidazolidinyl urea Imidazolidinyl urea is an antimicrobial preservative used in cosmetics. It acts as a formaldehyde releaser. Imidazolidinyl urea may cause contact dermatitis. It's toxicity is also due to it's ability to react and release formaldehyde and nitrosamines, both of which are believed to be carcinogenic. (L1890, L1894) 39236-46-9 38258 C11H16N8O8 White powder. 1000 mg/mL at 25°C Oral (L962) ; inhalation (L962) ; dermal (L962) Imidazolidinyl urea is a formaldehyde releaser. It is likely that formaldehyde toxicity occurs when intracellular levels saturate formaldehyde dehydrogenase activity, allowing the unmetabolized intact molecule to exert its effects. Formaldehyde is known to form cross links between protein and DNA and undergo metabolic incorporation into macromolecules (DNA, RNA, and proteins). Imidazolidinyl urea is also a nitrosating agent. Nitrosating agents may decompose and/or react to cause nitrosamine contamination. Nitrosamines are produced from secondary amines and amides in the presence of nitrite ions and are believed to be carcinogenic. Once in the body, nitrosamines are activated by cytochrome P-450 enzymes. They are then believed to induce their carcinogenic effects by forming DNA adducts at the N- and O-atoms. (L962, L1889, L1890, A2878, A2879, A2880, L1894) Formaldehyde may be absorbed following inhalation, oral, or dermal exposure. It is an essential metabolic intermediate in all cells and is produced during the normal metabolism of serine, glycine, methionine, and choline and also by the demethylation of N-, S-, and O-methyl compounds. Exogenous formaldehyde is metabolized to formate by the enzyme formaldehyde dehydrogenase at the initial site of contact. After oxidation of formaldehyde to formate, the carbon atom is further oxidized to carbon dioxide or incorporated into purines, thymidine, and amino acids via tetrahydrofolatedependent one-carbon biosynthetic pathways. Formaldehyde is not stored in the body and is excreted in the urine (primarily as formic acid), incorporated into other cellular molecules, or exhaled as carbon dioxide. Nitrosamines can also enter the body via ingestion, inhalation, or dermal contact. Once in the body, nitrosamines are metabolized by cytochrome P-450 enzymes, which essentially activates them into carcinogens. (L962, A2878, A2879) 1, carcinogenic to humans (for formaldehyde). (L135) Imidazolidinyl urea is an antimicrobial preservative used in cosmetics. (L1894) Imidazolidinyl urea releases formaldehyde, a known human carcinogen. It may also react to produce nitrosamines, which are believed to be carcinogenic. (L962, L1890, L1894) Some people have a contact allergy to imidazolidinyl urea, causing dermatitis. (L1894) 2009-11-23T22:43:07Z 2026-05-14T19:40:18Z http://en.wikipedia.org/wiki/Imidazolidinyl_urea DB14075 true Alcohol dehydrogenase class-3 (P11766) Cytochrome P450 2A1 (P11711) Cytochrome P450 2A6 (P11509) Cytochrome P450 2E1 (P05181) NAD(P)H dehydrogenase [quinone] 1 (P15559) (L962, A2878, A2879) OCC1(NC(=O)NCNC(=O)NC2(CO)NC(=O)NC2=O)NC(=O)NC1=O C11H16N8O8 InChI=1S/C11H16N8O8/c20-1-10(4(22)14-8(26)18-10)16-6(24)12-3-13-7(25)17-11(2-21)5(23)15-9(27)19-11/h20-21H,1-3H2,(H2,12,16,24)(H2,13,17,25)(H2,14,18,22,26)(H2,15,19,23,27) GAZOQRUEIUBTNF-UHFFFAOYSA-N 388.2935 388.109109528 Exogenous Solid -5 35067 CHEM002598 DTXSID2040151 NS00002748 3-[3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]-1-[({[3-(hydroxymethyl)-2,5-dioxoimidazolidin-4-yl]carbamoyl}amino)methyl]urea 239.11999999999998 79.4421 33.239116765366575 6 8 10 8.546263850691988 0 2 -2.33 -3.05 3.46e-01 g/l